30 days in Maine Itinerary

30 days in Maine Itinerary

Created using Inspirock Maine trip itinerary planner

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Route & dates

30 days in Maine Itinerary

Start: Indianapolis
Fly:  6​h 15​min
1
Rockland
— 6 nights
Drive:  2​h 15​min
2
Bar Harbor, Mount Desert Island
— 11 nights
Drive:  3​h
3
Boothbay Harbor
— 6 nights
Drive:  2​h
4
Ogunquit
— 6 nights
bus + Fly:  7​h 30​min
End: Indianapolis

6
nights
Rockland

Rockland ©
Rockland is a city in Knox County, Maine, in the United States. Deepen your sense of the past at sights like Maine Lighthouse Museum and High Street Historic District. You'll discover tucked-away gems like The Seal Cove Auto Museum and Cellardoor Winery. Venture out of the city with trips to Marshall Point Lighthouse Museum (in Port Clyde), Ducktrap River Park (in Lincolnville) and Jacobson Glass Studio (in Montville). The adventure continues: examine the collection at Owls Head Transportation Museum, get a taste of the local shopping with Chapter Two Art Gallery, explore the activities along Megunticook Lake, and take your sightseeing to a higher altitude at Mount Battie.

To find photos, other places to visit, maps, and more tourist information, refer to the Rockland day trip site .

Indianapolis to Rockland is an approximately 6.5-hour flight. You can also do a combination of flight and bus; or drive. Traveling from Indianapolis in September, things will get a bit cooler in Rockland: highs are around 69°F and lows about 51°F. Finish your sightseeing early on the 7th (Fri) to allow enough time to drive to Bar Harbor.

Things to do in Rockland

Museums Parks Nature

Side Trips

Camden, Lincolnville, Owls Head, Chapter Two Art Gallery, The Seal Cove Auto Museum
Highlights from your plan
Owls Head Lighthouse ©
Owls Head Lighthouse
The Seal Cove Auto Museum ©
The Seal Cove Auto Museum
Owls Head Transportation Museum ©
Owls Head Transportation Museum

11
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Get some historical perspective at Ship Harbor Nature Trail and Egg Rock Light. Step off the beaten path and head to Bar Island Trails and Great Head Trail. Change things up with a short trip to Wonderland Trail in Southwest Harbor (about 32 minutes away). There's lots more to do: take in the dramatic natural features at Otter Cliff, tour the pleasant surroundings at Gorham Mountain Trail, hike along Precipice Trail, and contemplate the waterfront views at Frenchman Bay.

To find traveler tips, maps, where to stay, and tourist information, go to the Bar Harbor holiday website .

Traveling by car from Rockland to Bar Harbor takes 2.5 hours. Alternatively, you can take a bus. In September in Bar Harbor, expect temperatures between 70°F during the day and 52°F at night. Cap off your sightseeing on the 18th (Tue) early enough to go by car to Boothbay Harbor.

Things to do in Bar Harbor

Parks Outdoors Trails

Side Trips

Acadia National Park, Northeast Harbor, Southwest Harbor, Ship Harbor Nature Trail
Highlights from your plan
Asticou Terraces / Thuya Garden ©
Asticou Terraces / Thuya Garden
Gorham Mountain Trail ©
Gorham Mountain Trail
Great Head Trail ©
Great Head Trail

6
nights
Boothbay Harbor

Boothbay Harbor ©
Boothbay Harbor is a town in Lincoln County, Maine, United States. Maine State Museum and Joshua L. Chamberlain Museum will appeal to museum buffs. Your itinerary includes some good beach time at Reid State Park and Popham Beach State Park. Explore Boothbay Harbor's surroundings by going to Maine Wildlife Park (in Gray), Giant's Stairs Trail (in Bailey Island) and Freeport (Coastal Highway U.S. 1 & Wolfe's Neck Woods State Park). There's still lots to do: identify plant and animal life at Boothbay Region Land Trust, admire the natural beauty at Coastal Maine Botanical Gardens, see the interesting displays at Boothbay Railway Village, and immerse yourself in nature at Colonial Pemaquid State Historic Site.

To see traveler tips, more things to do, reviews, and more tourist information, refer to the Boothbay Harbor trip website .

You can drive from Bar Harbor to Boothbay Harbor in 3 hours. Alternatively, you can do a combination of bus and taxi; or do a combination of bus and taxi. In September, plan for daily highs up to 73°F, and evening lows to 51°F. Finish your sightseeing early on the 24th (Mon) to allow enough time to drive to Ogunquit.

Things to do in Boothbay Harbor

Parks Nature Outdoors

Side Trips

Boothbay, Brunswick, Popham Beach State Park, Maine State Museum, Giant's Stairs Trail
Highlights from your plan
Wolfe's Neck Woods State Park ©
Wolfe's Neck Woods State Park
Popham Beach State Park ©
Popham Beach State Park
Boothbay Region Land Trust ©
Boothbay Region Land Trust

6
nights
Ogunquit

Ogunquit ©
Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.
Get outdoors at Mother's Beach and Footbridge Beach. Get some cultural insight at Marginal Way Walkway and Wadsworth-Longfellow House. Explore the numerous day-trip ideas around Ogunquit: Portland Head Light (in Cape Elizabeth) and Kennebunk Beach (in Kennebunkport). There's lots more to do: get to know the fascinating history of Mount Agamenticus, kick back and relax at Parson's Beach, stroll through Moody Beach, and visit a coastal fixture at Cape Neddick Nubble Lighthouse.

Discover how to plan a Ogunquit trip in just a few steps with Inspirock's itinerary builder.

Getting from Boothbay Harbor to Ogunquit by car takes about 2 hours. Other options: do a combination of taxi and bus; or do a combination of taxi and train. In September, daily temperatures in Ogunquit can reach 74°F, while at night they dip to 48°F. Wrap up your sightseeing on the 30th (Sun) early enough to travel back home.

Things to do in Ogunquit

Parks Outdoors Beaches

Side Trips

Wells, York, Kennebunk, When Pigs Fly Company Store, Kennebunk Beach
Highlights from your plan
Wadsworth-Longfellow House ©
Wadsworth-Longfellow House
Drakes Island Beach ©
Drakes Island Beach
Parsons Beach ©
Parsons Beach

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